US9414600B2 - Active compound combinations - Google Patents
Active compound combinations Download PDFInfo
- Publication number
- US9414600B2 US9414600B2 US14/229,174 US201414229174A US9414600B2 US 9414600 B2 US9414600 B2 US 9414600B2 US 201414229174 A US201414229174 A US 201414229174A US 9414600 B2 US9414600 B2 US 9414600B2
- Authority
- US
- United States
- Prior art keywords
- formula
- methyl
- active compound
- phenyl
- carboxamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 154
- 241000196324 Embryophyta Species 0.000 claims abstract description 152
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 claims abstract description 59
- 239000005561 Glufosinate Substances 0.000 claims abstract description 52
- 244000068988 Glycine max Species 0.000 claims abstract description 22
- 239000004009 herbicide Substances 0.000 claims abstract description 21
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 19
- 230000009261 transgenic effect Effects 0.000 claims abstract description 18
- 241000233866 Fungi Species 0.000 claims abstract description 17
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract description 16
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 201000010099 disease Diseases 0.000 claims description 25
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 18
- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims description 15
- 239000005825 Prothioconazole Substances 0.000 claims description 13
- 240000001140 Mimosa pudica Species 0.000 claims 1
- 235000016462 Mimosa pudica Nutrition 0.000 claims 1
- 241000221535 Pucciniales Species 0.000 claims 1
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 abstract description 50
- 239000005562 Glyphosate Substances 0.000 abstract description 49
- 229940097068 glyphosate Drugs 0.000 abstract description 49
- 239000000203 mixture Substances 0.000 abstract description 36
- 235000010469 Glycine max Nutrition 0.000 abstract description 14
- ZBMRKNMTMPPMMK-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid;azane Chemical compound [NH4+].CP(O)(=O)CCC(N)C([O-])=O ZBMRKNMTMPPMMK-UHFFFAOYSA-N 0.000 description 100
- 239000003995 emulsifying agent Substances 0.000 description 42
- 239000002904 solvent Substances 0.000 description 42
- 238000012360 testing method Methods 0.000 description 42
- 238000002360 preparation method Methods 0.000 description 41
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 38
- 230000001681 protective effect Effects 0.000 description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
- 208000015181 infectious disease Diseases 0.000 description 22
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
- LDLMOOXUCMHBMZ-UHFFFAOYSA-N bixafen Chemical compound FC(F)C1=NN(C)C=C1C(=O)NC1=CC=C(F)C=C1C1=CC=C(Cl)C(Cl)=C1 LDLMOOXUCMHBMZ-UHFFFAOYSA-N 0.000 description 21
- 239000012141 concentrate Substances 0.000 description 21
- 238000005507 spraying Methods 0.000 description 21
- 125000002877 alkyl aryl group Chemical group 0.000 description 20
- 238000011081 inoculation Methods 0.000 description 20
- 229920000151 polyglycol Polymers 0.000 description 20
- 239000010695 polyglycol Substances 0.000 description 20
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 19
- 238000011156 evaluation Methods 0.000 description 19
- GZNCWLFUAXRBFQ-UHFFFAOYSA-N 1-methyl-n-[2-(4-methylpentan-2-yl)phenyl]-4-(trifluoromethyl)pyrrole-3-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=CN(C)C=C1C(F)(F)F GZNCWLFUAXRBFQ-UHFFFAOYSA-N 0.000 description 18
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 18
- 238000002156 mixing Methods 0.000 description 18
- 239000000725 suspension Substances 0.000 description 18
- 240000008042 Zea mays Species 0.000 description 15
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 15
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 15
- 238000009472 formulation Methods 0.000 description 15
- 235000009973 maize Nutrition 0.000 description 15
- VPWGKZJMAGHQMR-OVVQPSECSA-N (2e)-2-[2-[6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4-yl]oxyphenyl]-2-methoxyimino-n-methylacetamide Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1OC1=NC=NC(OC=2C(=C(Cl)C=CC=2)C)=C1F VPWGKZJMAGHQMR-OVVQPSECSA-N 0.000 description 13
- MVKCRDFUMXKDAJ-UHFFFAOYSA-N 3-(difluoromethyl)-n-[2-(3,3-dimethylbutyl)phenyl]-1-methylpyrazole-4-carboxamide Chemical compound FC(F)C1=NN(C)C=C1C(=O)NC1=CC=CC=C1CCC(C)(C)C MVKCRDFUMXKDAJ-UHFFFAOYSA-N 0.000 description 13
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 12
- OIOYSPTZGQFWPR-UHFFFAOYSA-N 4-(difluoromethyl)-n-[2-(4-iodophenyl)phenyl]-2-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(F)F)=C1C(=O)NC1=CC=CC=C1C1=CC=C(I)C=C1 OIOYSPTZGQFWPR-UHFFFAOYSA-N 0.000 description 12
- 238000011534 incubation Methods 0.000 description 12
- -1 triazole derivatives Chemical class 0.000 description 12
- GOFJDXZZHFNFLV-UHFFFAOYSA-N 5-fluoro-1,3-dimethyl-N-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=C(F)N(C)N=C1C GOFJDXZZHFNFLV-UHFFFAOYSA-N 0.000 description 11
- 239000005785 Fluquinconazole Substances 0.000 description 11
- 239000005839 Tebuconazole Substances 0.000 description 11
- WYEMLYFITZORAB-UHFFFAOYSA-N boscalid Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1NC(=O)C1=CC=CN=C1Cl WYEMLYFITZORAB-UHFFFAOYSA-N 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 description 11
- 230000000855 fungicidal effect Effects 0.000 description 11
- FLZOYGGRUBRZKQ-UHFFFAOYSA-N n-[2-(4,4-dimethylpentan-2-yl)phenyl]-5-fluoro-1,3-dimethylpyrazole-4-carboxamide Chemical compound CC(C)(C)CC(C)C1=CC=CC=C1NC(=O)C1=C(F)N(C)N=C1C FLZOYGGRUBRZKQ-UHFFFAOYSA-N 0.000 description 11
- AYVPXJFRSYHRJX-UHFFFAOYSA-N n-[2-(4-chloro-3-fluorophenyl)phenyl]-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(F)F)=C1C(=O)NC1=CC=CC=C1C1=CC=C(Cl)C(F)=C1 AYVPXJFRSYHRJX-UHFFFAOYSA-N 0.000 description 11
- YEGIVZPZMYYGHT-UHFFFAOYSA-N n-[2-(4-methylpentan-2-yl)phenyl]-2-(trifluoromethyl)benzamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1C(F)(F)F YEGIVZPZMYYGHT-UHFFFAOYSA-N 0.000 description 11
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 11
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 11
- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 description 10
- GMMOMHSLRVQSRX-UHFFFAOYSA-N 2-iodo-n-[2-(4-methylpentan-2-yl)phenyl]benzamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1I GMMOMHSLRVQSRX-UHFFFAOYSA-N 0.000 description 10
- 235000021307 Triticum Nutrition 0.000 description 10
- 241000209140 Triticum Species 0.000 description 10
- UFEODZBUAFNAEU-NLRVBDNBSA-N fluoxastrobin Chemical compound C=1C=CC=C(OC=2C(=C(OC=3C(=CC=CC=3)Cl)N=CN=2)F)C=1C(=N/OC)\C1=NOCCO1 UFEODZBUAFNAEU-NLRVBDNBSA-N 0.000 description 10
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 10
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 10
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 10
- PFFIDZXUXFLSSR-UHFFFAOYSA-N 1-methyl-N-[2-(4-methylpentan-2-yl)-3-thienyl]-3-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound S1C=CC(NC(=O)C=2C(=NN(C)C=2)C(F)(F)F)=C1C(C)CC(C)C PFFIDZXUXFLSSR-UHFFFAOYSA-N 0.000 description 9
- 239000005740 Boscalid Substances 0.000 description 9
- 229920000742 Cotton Polymers 0.000 description 9
- 239000005781 Fludioxonil Substances 0.000 description 9
- 239000005784 Fluoxastrobin Substances 0.000 description 9
- 244000299507 Gossypium hirsutum Species 0.000 description 9
- 239000005867 Iprodione Substances 0.000 description 9
- 239000005816 Penthiopyrad Substances 0.000 description 9
- 239000005820 Prochloraz Substances 0.000 description 9
- 239000005823 Propineb Substances 0.000 description 9
- 239000005828 Pyrimethanil Substances 0.000 description 9
- 239000005837 Spiroxamine Substances 0.000 description 9
- 239000005846 Triadimenol Substances 0.000 description 9
- 239000005857 Trifloxystrobin Substances 0.000 description 9
- 229940118790 boscalid Drugs 0.000 description 9
- 239000006013 carbendazim Substances 0.000 description 9
- RXDMAYSSBPYBFW-UHFFFAOYSA-N carpropamid Chemical compound C=1C=C(Cl)C=CC=1C(C)NC(=O)C1(CC)C(C)C1(Cl)Cl RXDMAYSSBPYBFW-UHFFFAOYSA-N 0.000 description 9
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 description 9
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 9
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 9
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 9
- RLOWEOUQZWVGBV-UHFFFAOYSA-N 1,3-dimethyl-n-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=CN(C)N=C1C RLOWEOUQZWVGBV-UHFFFAOYSA-N 0.000 description 8
- ASMNSUBMNZQTTG-UHFFFAOYSA-N 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1CC(C)CCN1C1=C(C=2C(=CC(F)=CC=2F)F)C(Cl)=NC2=NC=NN12 ASMNSUBMNZQTTG-UHFFFAOYSA-N 0.000 description 8
- BMVBXRJVLUMWNN-MRVPVSSYSA-N 5-chloro-n-[(2r)-3-methylbutan-2-yl]-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Chemical compound ClC1=NC2=NC=NN2C(N[C@H](C)C(C)C)=C1C1=C(F)C=C(F)C=C1F BMVBXRJVLUMWNN-MRVPVSSYSA-N 0.000 description 8
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 8
- VDLGAVXLJYLFDH-UHFFFAOYSA-N fenhexamid Chemical compound C=1C=C(O)C(Cl)=C(Cl)C=1NC(=O)C1(C)CCCCC1 VDLGAVXLJYLFDH-UHFFFAOYSA-N 0.000 description 8
- NOTMCFVPRDIUAV-UHFFFAOYSA-N n-[2-(4-bromophenyl)phenyl]-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NC(C(F)F)=C1C(=O)NC1=CC=CC=C1C1=CC=C(Br)C=C1 NOTMCFVPRDIUAV-UHFFFAOYSA-N 0.000 description 8
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 8
- KWLVWJPJKJMCSH-UHFFFAOYSA-N 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide Chemical compound C1=C(OCC#C)C(OC)=CC(CCNC(=O)C(OCC#C)C=2C=CC(Cl)=CC=2)=C1 KWLVWJPJKJMCSH-UHFFFAOYSA-N 0.000 description 7
- BMEIGUQCIYLQRT-UHFFFAOYSA-N 2-chloro-4-[(2-fluoro-2-methylpropanoyl)amino]-n,n-dimethylbenzamide Chemical compound CN(C)C(=O)C1=CC=C(NC(=O)C(C)(C)F)C=C1Cl BMEIGUQCIYLQRT-UHFFFAOYSA-N 0.000 description 7
- 239000005776 Fenhexamid Substances 0.000 description 7
- 239000005790 Fosetyl Substances 0.000 description 7
- FKWDSATZSMJRLC-UHFFFAOYSA-N Iminoctadine acetate Chemical compound CC([O-])=O.CC([O-])=O.CC([O-])=O.NC([NH3+])=NCCCCCCCC[NH2+]CCCCCCCCN=C(N)[NH3+] FKWDSATZSMJRLC-UHFFFAOYSA-N 0.000 description 7
- 239000005797 Iprovalicarb Substances 0.000 description 7
- NWUWYYSKZYIQAE-ZBFHGGJFSA-N L-(R)-iprovalicarb Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)N[C@H](C)C1=CC=C(C)C=C1 NWUWYYSKZYIQAE-ZBFHGGJFSA-N 0.000 description 7
- 239000005847 Triazoxide Substances 0.000 description 7
- OAWUUPVZMNKZRY-UHFFFAOYSA-N cyprosulfamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 OAWUUPVZMNKZRY-UHFFFAOYSA-N 0.000 description 7
- GBOYJIHYACSLGN-UHFFFAOYSA-N fluopicolide Chemical compound ClC1=CC(C(F)(F)F)=CN=C1CNC(=O)C1=C(Cl)C=CC=C1Cl GBOYJIHYACSLGN-UHFFFAOYSA-N 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- 230000002195 synergetic effect Effects 0.000 description 7
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 6
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 6
- OCQFSYGUABRLOC-UHFFFAOYSA-N 5-fluoro-1-methyl-n-[2-(4-methylpentan-2-yl)phenyl]-3-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=C(F)N(C)N=C1C(F)(F)F OCQFSYGUABRLOC-UHFFFAOYSA-N 0.000 description 6
- 241000223600 Alternaria Species 0.000 description 6
- 239000005782 Fluopicolide Substances 0.000 description 6
- 241000682645 Phakopsora pachyrhizi Species 0.000 description 6
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 6
- MKIMSXGUTQTKJU-UHFFFAOYSA-N Propamocarb hydrochloride Chemical compound [Cl-].CCCOC(=O)NCCC[NH+](C)C MKIMSXGUTQTKJU-UHFFFAOYSA-N 0.000 description 6
- 241000813090 Rhizoctonia solani Species 0.000 description 6
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 description 6
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 description 6
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 6
- 235000013399 edible fruits Nutrition 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- KVDJTXBXMWJJEF-UHFFFAOYSA-N fluopyram Chemical compound ClC1=CC(C(F)(F)F)=CN=C1CCNC(=O)C1=CC=CC=C1C(F)(F)F KVDJTXBXMWJJEF-UHFFFAOYSA-N 0.000 description 6
- ZQEIXNIJLIKNTD-GFCCVEGCSA-N metalaxyl-M Chemical compound COCC(=O)N([C@H](C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-GFCCVEGCSA-N 0.000 description 6
- APDZUEJJUCDJTL-UHFFFAOYSA-N n-(4-chloro-2-nitrophenyl)-n-ethyl-4-methylbenzenesulfonamide Chemical compound C=1C=C(C)C=CC=1S(=O)(=O)N(CC)C1=CC=C(Cl)C=C1[N+]([O-])=O APDZUEJJUCDJTL-UHFFFAOYSA-N 0.000 description 6
- KUSOHFYZOVCQCW-UHFFFAOYSA-N n-[2-(4,4-dimethylpentan-2-yl)phenyl]-2-iodobenzamide Chemical compound CC(C)(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1I KUSOHFYZOVCQCW-UHFFFAOYSA-N 0.000 description 6
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 5
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 description 5
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 description 5
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 description 5
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
Definitions
- the present invention relates to novel active compound combinations comprising, firstly, a known herbicide selected from the group consisting of glyphosate, glufosinate and glufosinate-ammonium and, secondly, at least one known fungicidally active compound, which combination is highly suitable for controlling unwanted phytopathogenic fungi, in particular soya bean rust. Particular preference is given to using these mixtures on transgenic plants resistant to the herbicides mentioned.
- This invention now provides novel active compound combinations having very good fungicidal properties and comprising
- the fungicidal activity of the active compound combinations according to the invention is substantially higher than the sum of the activities of the individual active compounds.
- an unforeseeable true synergistic effect is present, and not just an addition of activities.
- the compound (6-35) carpropamid has three asymmetrically substituted carbon atoms. Accordingly, the compound (6-35) can be present as a mixture of different isomers or else in the form of a single component. Particular preference is given to the compounds
- Preferred mixing partners of groups (2) to (23) are the active compounds below:
- Particularly preferred mixing partners of groups (2) to (23) are the following active compounds:
- Preferred active compound combinations consisting of two groups of active compounds and comprising in each case at least one herbicide of groups (1) and at least one active compound of the stated groups (2) to (23) are described below.
- Herbicide Active compound of groups (2) to (23) 1 (1-1) glyphosate (2-2) fluoxastrobin 2 (1-1) glyphosate (2-4) trifloxystrobin 3 (1-1) glyphosate (2-3) (2E)-2-(2- ⁇ [6-(3-chloro-2-methylphenoxy)-5-fluoro-4- pyrimidinyl]oxy ⁇ phenyl)-2-(methoxyimino)-N-methylethanamide 4 (1-1) glyphosate (3-15) pothioconazole 5 (1-1) glyphosate (3-17) tebuconazole 6 (1-1) glyphosate (3-21) bitertanol 7 (1-1) glyphosate (3-22) triadimenol 8 (1-1) glyphosate (3-24) fluquinconazole 9 (1-1) glyphosate (4-1) dichlofluanid 10 (1-1) glyphosate (4-2) tolylfluanid 11 (1-
- the mixtures having the following numbers are especially preferred for controlling rust diseases on soya bean plants: 1-2, 4-10, 12-22, 28, 31-32, 34-35, 37-38, 40-42, 44-50, 52-62, 68, 71-72, 74-75, 77-78, 80-82, 84-90, 92-102, 108, 111-112, 114-115, 117-118 and 120.
- the active compound combinations according to the invention comprise at least one active compound from the compounds of groups (2) to (23). In addition, they may also comprise further fungicidally active components.
- each of the active compound combinations listed in Table 1 may comprise a third active compound selected from the list below:
- the synergistic effect is particularly pronounced when the active compounds in the active compound combinations according to the invention are present in certain weight ratios.
- the weight ratios of the active compounds in the active compound combinations can be varied within a relatively wide range.
- the combinations according to the invention comprise active compounds of group (1) and a mixing partner from one of groups (2) to (23) in the mixing ratios given in an exemplary manner in Table 2 below.
- the mixing ratios are based on weight ratios.
- the ratio is to be understood as meaning active compound of group (1): mixing partner.
- the mixing ratio is to be chosen such that a synergistic mixture is obtained.
- the mixing ratios between the compound of group (1) and a compound from one of groups (2) to (23) may also vary between the individual compounds of a group.
- the active compound combinations according to the invention have very good fungicidal properties and can be used for controlling phytopathogenic fungi, such as Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes, etc.
- Blumeria species such as, for example, Blumeria graminis
- Podosphaera species such as, for example, Podosphaera leucotricha
- Sphaerotheca species such as, for example, Sphaerotheca fuliginea
- Uncinula species such as, for example, Uncinula necator,
- Gymnosporangium species such as, for example, Gymnosporangium sabinae
- Hemileia species such as, for example, Hemileia vastatrix
- Phakopsora species such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae;
- Puccinia species such as, for example, Puccinia recondita
- Uromyces species such as, for example, Uromyces appendiculatus
- diseases caused by pathogens from the group of the Oomycetes such as, for example, Bremia species, such as, for example, Bremia lactucae;
- Peronospora species such as, for example, Peronospora pisi or P. brassicae;
- Phytophthora species such as, for example Phytophthora infestans
- Plasmopara species such as, for example, Plasmopara viticola
- Pseudoperonospora species such as, for example, Pseudoperonospora humuli or Pseudoperonospora cubensis;
- Pythium species such as, for example, Pythium ultimum
- leaf blotch diseases and leaf wilt diseases caused, for example, by
- Alternaria species such as, for example, Alternaria solani;
- Cercospora species such as, for example, Cercospora beticola
- Cladiosporum species such as, for example, Cladiosporium cucumerinum;
- Cochliobolus species such as, for example, Cochliobolus sativus (conidia form: Drechslera , Syn: Helminthosporium );
- Colletotrichum species such as, for example, Colletotrichum lindemuthanium;
- Cycloconium species such as, for example, Cycloconium oleaginum
- Diaporthe species such as, for example, Diaporthe citri;
- Elsinoe species such as, for example, Elsinoe fawcettii;
- Gloeosporium species such as, for example, Gloeosporium laeticolor
- Glomerella species such as, for example, Glomerella cingulata
- Guignardia species such as, for example, Guignardia bidwelli;
- Leptosphaeria species such as, for example, Leptosphaeria maculans;
- Magnaporthe species such as, for example, Magnaporthe grisea
- Mycosphaerella species such as, for example, Mycosphaerelle graminicola
- Phaeosphaeria species such as, for example, Phaeosphaeria nodorum
- Pyrenophora species such as, for example, Pyrenophora teres
- Ramularia species such as, for example, Ramularia collo - cygni;
- Rhynchosporium species such as, for example, Rhynchosporium secalis
- Septoria species such as, for example, Septoria apii;
- Typhula species such as, for example, Typhula incarnata
- Venturia species such as, for example, Venturia inaequalis
- Corticium species such as, for example, Corticium graminearum
- Fusarium species such as, for example, Fusarium oxysporum
- Gacumannomyces species such as, for example, Gacumannomyces graminis;
- Rhizoctonia species such as, for example Rhizoctonia solani;
- Tapesia species such as, for example, Tapesia acuformis
- Thielaviopsis species such as, for example, Thielaviopsis basicola;
- ear and panicle diseases (including maize crops) caused, for example, by
- Alternaria species such as, for example, Alternaria spp.;
- Aspergillus species such as, for example, Aspergillus flavus;
- Cladosporium species such as, for example, Cladosporium spp.;
- Claviceps species such as, for example, Claviceps purpurea
- Fusarium species such as, for example, Fusarium culmorum
- Gibberella species such as, for example, Gibberella zeae
- Monographella species such as, for example, Monographella nivalis;
- diseases caused by smut fungi such as, for example,
- Sphacelotheca species such as, for example, Sphacelotheca reiliana
- Tilletia species such as, for example, Tilletia caries
- Urocystis species such as, for example, Urocystis occulta
- Ustilago species such as, for example, Ustilago nuda
- Aspergillus species such as, for example, Aspergillus flavus;
- Botrytis species such as, for example, Botrytis cinerea
- Penicillium species such as, for example, Penicillium expansum
- Sclerotinia species such as, for example, Sclerotinia sclerotiorum
- Verticilium species such as, for example, Verticilium alboatrum
- Fusarium species such as, for example, Fusarium culmorum
- Phytophthora species such as, for example, Phytophthora cactorum
- Pythium species such as, for example, Pythium ultimum
- Rhizoctonia species such as, for example, Rhizoctonia solani;
- Sclerotium species such as, for example, Sclerotium rolfsii;
- Nectria species such as, for example, Nectria galligena
- Monilinia species such as, for example, Monilinia laxa;
- Taphrina species such as, for example, Taphrina deformans
- Esca species such as, for example, Phaemoniella clamydospora
- Botrytis species such as, for example, Botrytis cinerea
- Rhizoctonia species such as, for example, Rhizoctonia solani;
- Xanthomonas species such as, for example Xanthomonas campestris pv. oryzae;
- Pseudomonas species such as, for example, Pseudomonas syringae pv. lachrymans;
- Erwinia species such as, for example, Erwinia amylovora.
- alternaria leaf spot Alternaria spec. atrans tenuissima ), anthracnose ( Colletotrichum gloeosporoides dematium var. truncatum ), brown spot ( Septoria glycines ), cercospora leaf spot and blight ( Cercospora kikuchii ), choanephora leaf blight ( Choanephora infundibulifera trispora (Syn.)), dactuliophora leaf spot ( Dactuliophora glycines ), downy mildew ( Peronospora manshurica ), drechslera blight ( Drechslera glycini ), frogeye leaf spot ( Cercospora sojina ), leptosphaerulina leaf spot ( Leptosphaerulina trifolii ), phyllostica leaf spot ( Phyllosticta sojaecola ), powdery mildew ( Microsphaera diff
- Rhizoctonia solani sclerotinia stem decay ( Sclerotinia sclerotiorum ), sclerotinia southern blight ( Sclerotinia rolfsii ), thielaviopsis root rot ( Thielaviopsis basicola ).
- the active compound combinations according to the invention are particularly suitable for controlling diseases caused by rust disease pathogens, such as, for example, Phakopsora species, such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae.
- rust disease pathogens such as, for example, Phakopsora species, such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae.
- Phakopsora pachyrhizi and Phakopsora meibomiae Especially preferred is the control of Phakopsora pachyrhizi.
- the fact that the active compound combinations are well tolerated by plants at the concentrations required for controlling plant diseases permits a treatment of entire plants (above-ground parts of plants and roots), of propagation stock and seed, and of the soil.
- the active compound combinations according to the invention can be used for foliar application or else as seed dressings.
- the present invention therefore in particular also relates to a method for the protection of seed and germinating plants from attack by phytopathogenic fungi, by treating the seed with a composition according to the invention.
- the invention likewise relates to the use of the composition according to the invention for the treatment of seed for protecting the seed and the germinating plant from phytopathogenic fungi.
- the invention relates to seed which has been treated with a composition according to the invention so as to afford protection from phytopathogenic fungi.
- compositions according to the invention treatment of the seed with these compositions not only protects the seed itself, but also the resulting plants after emergence, from phytopathogenic fungi. In this manner, the immediate treatment of the crop at the time of sowing or shortly thereafter can be dispensed with.
- mixtures according to the invention can also be employed in particular in transgenic seed.
- compositions according to the invention are suitable for protecting seed of any plant variety which is employed in agriculture, in the greenhouse, in forests or in horticulture.
- this takes the form of seed of cereals (such as wheat, barley, rye, millet and oats), maize, cotton, soya beans, rice, potatoes, sunflowers, beans, coffee, beet (for example sugar beet and fodder beet), peanuts, vegetables (such as tomatoes, cucumbers, onions and lettuce), lawn and ornamental plants.
- cereals such as wheat, barley, rye and oats
- maize and rice is of particular importance.
- the treatment of seed of soya beans is of particular importance.
- the composition according to the invention is applied to the seed either alone or in a suitable formulation.
- the seed is treated in a state which is stable enough to avoid damage during treatment.
- the seed may be treated at any point in time between harvest and sowing.
- the seed usually used has been separated from the plant and freed from cobs, shells, stalks, coats, hairs or the flesh of the fruits.
- seed which, after drying, has, for example, been treated with water and then dried again.
- the amount of the composition according to the invention applied to the seed and/or the amount of further additives is chosen in such a way that the germination of the seed is not adversely affected, or that the resulting plant is not damaged. This must be borne in mind in particular in the case of active compounds which may have phytotoxic effects at certain application rates.
- compositions according to the invention can be applied directly, that is to say without comprising further components and without having been diluted.
- suitable formulations and methods for the treatment of seed are known to the skilled worker and are described, for example, in the following documents: U.S. Pat. No. 4,272,417 A, U.S. Pat. No. 4,245,432 A, U.S. Pat. No. 4,808,430 A, U.S. Pat. No. 5,876,739 A, US 2003/0176428 A1, WO 2002/080675 A1, WO 2002/028186 A2.
- the active compound combinations according to the invention are also suitable for increasing the yield of crops. In addition, they show reduced toxicity and are well tolerated by plants.
- Plants are to be understood here as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
- Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including plant cultivars which can or cannot be protected by plant breeders' certificates.
- Parts of plants are to be understood as meaning all above-ground and below-ground parts and organs of plants, such as shoot, leaf, flower and root, examples which may be mentioned being leaves, needles, stems, trunks, flowers, fruit-bodies, fruits and seeds and also roots, tubers and rhizomes.
- Parts of plants also include harvested material and vegetative and generative propagation material, for example seedlings, tubers, rhizomes, cuttings and seeds.
- the treatment according to the invention of the plants and parts of the plants (including seed) with the active compound combination is carried out directly or by action on their environment, habitat or storage area according to customary treatment methods, for example by dipping, spraying, evaporating, atomizing, broadcasting, brushing-on and, in the case of propagation material, in particular in the case of seeds, furthermore by one or multiple-layer coating.
- the active compound combinations can be prepared prior to the treatment by mixing the individual active compounds, and they are thus applied as a mixture.
- the treatment is carried out successively by initially using one herbicide of group (1) followed by treatment with an active compound of groups (2) to (23).
- plants and their parts it is possible to treat all plants and their parts according to the invention.
- wild plant species and plant cultivars or those obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and parts thereof, are treated.
- transgenic plants and plant cultivars obtained by genetic engineering if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof, are treated.
- the term “parts” or “parts of plants” or “plant parts” has been explained above.
- plants of the plant cultivars which are in each case commercially available or in use are treated according to the invention.
- the treatment according to the invention may also result in superadditive (“synergistic”) effects.
- superadditive for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the substances and compositions which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products are possible which exceed the effects which were actually to be expected.
- transgenic plants or plant cultivars which are preferably to be treated according to the invention include all plants which, in the genetic modification, received genetic material which imparted particularly advantageous useful properties (“traits”) to these plants.
- traits particularly advantageous useful properties
- Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products.
- transgenic plants which may be mentioned are the important crop plants, such as cereals (wheat, rice), maize, soya beans, potatoes, cotton, oilseed rape and also fruit plants (with the fruits apples, pears, citrus fruits and grapes), and particular emphasis is given to maize, soya beans, potatoes, cotton and oilseed rape.
- Traits that are emphasized are in particular increased defence of the plants against insects, by toxins formed in the plants, in particular those formed in the plants by the genetic material from Bacillus thuringiensis (for example by the genes CryIA(a), CryIA(b), CryIA(c), CryIIA, CryIIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CryIF and also combinations thereof) (hereinbelow referred to as “Bt plants”).
- Plant plants which may be mentioned are maize varieties, cotton varieties, soya bean varieties and potato varieties which are sold under the trade names YIELD GARD® (for example maize, cotton, soya beans), KnockOut® (for example maize), Starlink® (for example maize), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato).
- herbicide-tolerant plants examples include maize varieties, cotton varieties and soya bean varieties which are sold under the trade names Roundup Ready® (tolerance to glyphosate, for example maize, cotton, soya bean), Liberty Link® (tolerance to phosphinotricin, for example oilseed rape), IMI® (tolerance to imidazolinones) and STS® (tolerance to sulphonylureas, for example maize).
- Herbicide-resistant plants plants bred in a conventional manner for herbicide tolerance
- Clearfield® for example maize.
- the active compound combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, dusts, foams, pastes, soluble powders, granules, aerosols, suspoemulsion concentrates, natural and synthetic materials impregnated with active compound and microencapsulations in polymeric substances and in coating compositions for seeds, and ULV cool and warm fogging formulations.
- customary formulations such as solutions, emulsions, suspensions, powders, dusts, foams, pastes, soluble powders, granules, aerosols, suspoemulsion concentrates, natural and synthetic materials impregnated with active compound and microencapsulations in polymeric substances and in coating compositions for seeds, and ULV cool and warm fogging formulations.
- formulations are produced in a known manner, for example by mixing the active compounds or active compound combinations with extenders, that is liquid solvents, liquefied gases under pressure, and/or solid carriers, optionally with the use of surfactants, that is emulsifiers and/or dispersants, and/or foam formers.
- extenders that is liquid solvents, liquefied gases under pressure, and/or solid carriers
- surfactants that is emulsifiers and/or dispersants, and/or foam formers.
- suitable liquid solvents are: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulphoxide, or else water.
- aromatics such as xylene, toluene or alkylnaphthalenes
- chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride
- aliphatic hydrocarbons such
- Liquefied gaseous extenders or carriers are to be understood as meaning liquids which are gaseous at standard temperature and under atmospheric pressure, for example aerosol propellants such as butane, propane, nitrogen and carbon dioxide.
- Suitable solid carriers are: for example ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals such as finely divided silica, alumina and silicates.
- Suitable solid carriers for granules are: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, or else synthetic granules of inorganic and organic meals, and granules of organic material such as sawdust, coconut shells, maize cobs and tobacco stalks.
- Suitable emulsifiers and/or foam formers are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates, or else protein hydrolysates.
- Suitable dispersants are: for example lignosulphite waste liquors and methylcellulose.
- Tackifiers such as carboxymethylcellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or else natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations.
- Other possible additives are mineral and vegetable oils.
- colorants such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic dyestuffs such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dyestuffs, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
- inorganic pigments for example iron oxide, titanium oxide and Prussian Blue
- organic dyestuffs such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dyestuffs
- trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
- the active compound content of the use forms prepared from the commercial formulations may be varied within wide ranges.
- the concentration of active compound of the use forms for controlling animal pests, such as insects and acarids, may be from 0.0000001 to 95% by weight of active compound and is preferably from 0.0001 to 1% by weight.
- Application is in a customary manner adapted to the use forms.
- the formulations for controlling unwanted phytopathogenic fungi generally comprise between 0.1 and 95% by weight of active compounds, preferably between 0.5 and 90%.
- the active compound combinations according to the invention can be used as such, in the form of their formulations or as the use forms prepared therefrom, such as ready-to-use solutions, emulsifiable concentrates, emulsions, suspensions, wettable powders, soluble powders, dusts and granules. They are used in a customary manner, for example by watering (drenching), drip irrigation, spraying, atomizing, broadcasting, dusting, foaming, painting, spreading-on, and as a powder for dry seed treatment, a solution for seed treatment, a water-soluble powder for seed treatment, a water-soluble powder for slurry treatment, or by encrusting etc.
- the active compound combinations according to the invention can, in commercial formulations and in the use forms prepared from these formulations, be present as a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators or herbicides.
- active compounds such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators or herbicides.
- the application rates can be varied within a relatively wide range, depending on the kind of application.
- the application rates of active compound combination are generally between 0.1 and 10 000 g/ha, preferably between 10 and 1000 g/ha.
- the application rates of active compound combination are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 10 g per kilogram of seed.
- the application rates of active compound combination are generally between 0.1 and 10 000 g/ha, preferably between 1 and 5000 g/ha.
- the active compound combinations can be used as such, in the form of concentrates or in the form of generally customary formulations, such as powders, granules, solutions, suspensions, emulsions or pastes.
- the formulations mentioned can be prepared in a manner known per se, for example by mixing the active compounds with at least one solvent or diluent, emulsifier, dispersant and/or binder or fixative, water repellent, if desired desiccants and UV stabilizers, and, if desired, colorants and pigments and other processing auxiliaries.
- a synergistic effect in fungicides is always present when the fungicidal activity of the active compound combinations exceeds the total of the activity of the active compounds when applied individually.
- the expected fungicidal action for a given combination of two active compounds can be calculated as follows, according to S. R. Colby (“Calculating Synergistic and Antagonistic Responses of Herbicide Combinations”, Weeds 1967, 15, 20-22):
- the efficacy is determined in %. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- the activity of the combination is superadditive, i.e. a synergistic effect is present.
- the actually observed efficacy must exceed the value calculated using the above formula for the expected efficacies (E).
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Evaluation is carried out 10 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Evaluation is carried out 7 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Evaluation is carried out 10 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- the suitable active compound preparations used are commercial formulations which, if required, are diluted to the desired concentration prior to application.
- Soya bean plants (cv. Miyagishirome) are cultivated in a plastic vessel having a diameter of 7.5 cm for 14 days, until they have reached the 2 ⁇ 3-leaf stage.
- the active compound preparations were, at the concentrations stated below, sprayed onto the test plants (6 ml for in each case 3 test vessels, the test solution contains 0.02% of Neoesterin as tackifier).
- urediniospore suspension (1 ⁇ 10 5 urediniospores/ml) of the rust pathogen Phakopsora pachyrhizi .
- the plants are then placed in a greenhouse at about 25° C. during the day and about 18° C. at night and a relative atmospheric humidity of 91.9%.
- Evaluation is carried out 11 days after the inoculation by comparison of the infected areas of untreated and treated plants. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Evaluation is carried out 10 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Solvents 24.5 parts by weight of acetone 24.5 parts by weight of dimethylacetamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvents and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the size of the infected areas on the leaves is evaluated 2 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Evaluation is carried out 7 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- Evaluation is carried out 7 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the plants are placed in a greenhouse under transparent incubation hoods at a temperature of about 15° C. and a relative atmospheric humidity of about 100%.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the plants are placed in a greenhouse under transparent incubation hoods at a temperature of about 15° C. and a relative atmospheric humidity of 100%.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the plants are placed in a greenhouse at a temperature of about 15° C. and a relative atmospheric humidity of 80%.
- Evaluation is carried out 10 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the young plants are sprayed with the preparation of active compound at the stated application rate. After the spray coating has dried on, the plants are inoculated at the base of the stem with spores of the R strain of Pseudocercosporella herpotrichoides.
- the plants are placed in a greenhouse at a temperature of about 10° C. and a relative atmospheric humidity of 80%.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the young plants are sprayed with the preparation of active compound at the stated application rate. After the spray coating has dried on, the plants are inoculated at the base of the stem with spores of the W strain of Pseudocercosporella herpotrichoides.
- the plants are placed in a greenhouse at a temperature of about 10° C. and a relative atmospheric humidity of 80%.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the plants are then placed in a greenhouse at a temperature of about 20° C. and a relative atmospheric humidity of 80% to promote the development of rust pustules.
- Evaluation is carried out 10 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
- active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
- the plants are then placed in a greenhouse at a temperature of about 20° C. and a relative atmospheric humidity of 80% to promote the development of rust pustules.
- Evaluation is carried out 7 days after the inoculation. 0% means an efficacy which corresponds to that of the control, whereas an efficacy of 100% means that no infection is observed.
Abstract
Description
- (1-1) glyphosate (known from DE-A 21 52 826) of the formula
- (1-2) glufosinate (known from DE-A 27 17 440) of the formula
- (1-3) glufosinate-ammonium (known from Pesticide Manual, 13 Edition, British Crop Protection Council, 2003, pages 511-512) of the formula
and at least one active compound selected from groups (2) to (23) below:
Group (2) Strobilurins Selected from
- (2-1) azoxystrobin (known from EP-A 0 382 375) of the formula
- (2-2) fluoxastrobin (known from DE-A 196 02 095) of the formula
- (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4-pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide (known from DE-A 196 46 407) of the formula
- (2-4) trifloxystrobin (known from EP-A 0 460 575) of the formula
- (2-5) (2E)-2-(methoxyimino)-N-methyl-2-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}-amino)oxy]methyl}phenyl)ethanamide (known from EP-A 0 569 384) of the formula
- (2-6) (2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy}imino)methyl]phenyl}ethanamide (known from EP-A 0 596 254) of the formula
- (2-7) orysastrobin (known from DE-A 195 39 324) of the formula
- (2-8) 5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]-methyl}phenyl-2,4-dihydro-3H-1,2,4-triazol-3-one (known from WO 98/23155) of the formula
- (2-9) kresoxim-methyl (known from EP-A 0 253 213) of the formula
- (2-10) dimoxystrobin (known from EP-A 0 398 692) of the formula
- (2-11) picoxystrobin (known from EP-A 0 278 595) of the formula
- (2-12) pyraclostrobin (known from DE-A 44 23 612) of the formula
- (2-13) metominostrobin (known from EP-A 0 398 692) of the formula
- (2-14) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)-methyl]phenyl}-2-(methoxyimino)-N-methylacetamide (known from WO 01/12585) of the formula
- (2-15) enestrobin (known from EP-A 0 936 213) of the formula
- (3-1) azaconazole (known from DE-A 25 51 560) of the formula
- (3-2) etaconazole (known from DE-A 25 51 560) of the formula
- (3-3) propiconazole (known from DE-A 25 51 560) of the formula
- (3-4) difenoconazole (known from EP-A 0 112 284) of the formula
- (3-5) bromuconazole (known from EP-A 0 258 161) of the formula
- (3-6) cyproconazole (known from DE-A 34 06 993) of the formula
- (3-7) hexaconazole (known from DE-A 30 42 303) of the formula
- (3-8) penconazole (known from DE-A 27 35 872) of the formula
- (3-9) myclobutanil (known from EP-A 0 145 294) of the formula
- (3-10) tetraconazole (known from EP-A 0 234 242) of the formula
- (3-11) flutriafol (known from EP-A 0 015 756) of the formula
- (3-12 epoxiconazole (known from EP-A 0 196 038) of the formula
- (3-13) flusilazole (known from EP-A 0 068 813) of the formula
- (3-14) simeconazole (known from EP-A 0 537 957) of the formula
- (3-15) prothioconazole (known from WO 96/16048) of the formula
- (3-16) fenbuconazole (known from DE-A 37 21 786) of the formula
- (3-17) tebuconazole (known from EP-A 0 040 345) of the formula
- (3-18) ipconazole (known from EP-A 0 329 397) of the formula
- (3-19) metconazole (known from EP-A 0 329 397) of the formula
- (3-20) triticonazole (known from EP-A 0 378 953) of the formula
- (3-21) bitertanol (known from DE-A 23 24 010) of the formula
- (3-22) triadimenol (known from DE-A 23 24 010) of the formula
- (3-23) triadimefon (known from DE-A 22 01 063) of the formula
- (3-24) fluquinconazole (known from EP-A 0 183 458) of the formula
- (3-25) quinconazole (known from EP-A 0 183 458) of the formula
- (3-26) amisulbrom (known from JP-A 2001-187786) of the formula
- (4-1) dichlofluanid (known from DE-A 11 93 498) of the formula
- (4-2) tolylfluanid (known from DE-A 11 93 498) of the formula
- (4-3) N-(4-chloro-2-nitrophenyl)N-ethyl-4-methylbenzene sulphonamide (known from WO 00/659513) of the formula
- Group (5) Valinamides Selected from
- (5-1) iprovalicarb (known from DE-A 40 26 966) of the formula
- (5-2) N1-[2-(4-{[3-(4-chlorophenyl)-2-propynyl]oxy}-3-methoxyphenyl)ethyl]-N2-(methylsulphonyl)-L-valinamide
- (5-3) benthiavalicarb (known from WO 96/04252) of the formula
- (6-1) N-[2-(1,3-dimethylbutyl)phenyl]-1,3-dimethyl-1H-pyrazole-4-carboxamide (known from JP-A 10-251240) of the formula
- (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide (known from WO 03/010 149) of the formula
- (6-3) N-[2-(1,3-dimethylbutyl)phenyl]-5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamide (known from JP-A 10-251240) of the formula
- (6-4) 3-(difluoromethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-1H-pyrazole-4-carboxamide of the formula
- (6-5) 3-(trifluoromethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (known from WO 2004/067515) of the formula
- (6-6) 3-(trifluoromethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-5-chloro-1-methyl-1H-pyrazole-4-carboxamide (known from JP-A 10-251240) of the formula
- (6-7) 1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide of the formula
- (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide (known from WO 03/010149) of the formula
- (6-9) 3-(difluoromethyl)-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide of the formula
- (6-10) 3-(trifluoromethyl)-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide of the formula
- (6-11) 3-(trifluoromethyl)-5-fluoro-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide (known from WO 2004/067515) of the formula
- (6-12) 3-(trifluoromethyl)-5-chloro-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide of the formula
- (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide (known from WO 2004/005242) of the formula
- (6-14) 2-iodo-N-[2-(1,3,3-trimethylbutyl)phenyl]benzamide (known from WO 2004/005242) of the formula
- (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoromethyl)benzamide (known from WO 2004/005242) of the formula
- (6-16) 2-(trifluormethyl)-N-[2-(1,3,3-trimethylbutyl)phenyl]benzamide (known from WO 2004/005242) of the formula
- (6-17) 2-chloro-N-(1,1,3-trimethylindan-4-yl)nicotinamide (known from EP-A 0 256 503) of the formula
- (6-18) boscalid (known from DE-A 195 31 813) of the formula
- (6-19) furametpyr (known from EP-A 0 315 502) of the formula
- (6-20) N-(3-p-tolylthiophen-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide (known from EP-A 0 737 682) of the formula
- (6-21 penthiopyrad (known from EP-A 0 737 682) of the formula
- (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide (known from WO 02/38542) of the formula
- (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (known from WO 03/070705) of the formula
- (6-24) 3-(difluoromethyl)-N-{3′-fluoro-4′-[(E)-(methoxyimino)methyl]-1,1′-biphenyl-2-yl}-1-methyl-1H-pyrazole-4-carboxamide (known from WO 02/08197) of the formula
- (6-25) 3-(trifluoromethyl)-N-{3′-fluoro-4′-[(E)-(methoxyimino)methyl]-1,1′-biphenyl-2-yl}-1-methyl-1H-pyrazole-4-carboxamide (known from WO 02/08197) of the formula
- (6-26) N-(3′,4′-dichloro-1,1′-biphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide (known from WO 00/14701) of the formula
- (6-27) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide (known from WO 03/066609) of the formula
- (6-28) N-(4′-chloro-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide (known from WO 03/066610) of the formula
- (6-29) N-(4′-bromo-1,1-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide (known from WO 03/066610) of the formula
- (6-30) 4-(difluoromethyl)-2-methyl-N-[4′-(trifluoromethyl)-1,1′-biphenyl-2-yl]-1,3-thiazole-5-carboxamide (known from WO 03/066610) of the formula
- (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide (known from WO 03/066610) of the formula
- (6-32) N-(4′-chloro-3′-fluoro-1,1-biphenyl-2-yl)-2-methyl-4-(difluoromethyl)-1,3-thiazole-5-carboxamide (known from WO 03/066610) of the formula
- (6-33) ethaboxam (known from EP-A 0 639 574) of the formula
- (6-34) fenhexamid (known from EP-A 0 339 418) of the formula
- (6-35) carpropamid (known from EP-A 0 341 475) of the formula
- (6-36) 2-chloro-4-(2-fluoro-2-methylpropionylamino)-N,N-dimethylbenzamide (known from EP-A 0 600 629) of the formula
- (6-37) fluopicolide (known from WO 99/42447) of the formula
- (6-38) zoxamide (known from EP-A 0 604 019) of the formula
- (6-39) 3,4-dichloro-N-(2-cyanophenyl)isothiazole-5-carboxamide (known from WO 99/24413) of the formula
- (6-40) carboxin (known from U.S. Pat. No. 3,249,499) of the formula
- (6-41) tiadinil (known from U.S. Pat. No. 6,616,054) of the formula
- (6-42) silthiofam (known from WO 96/18631) of the formula
- (6-43) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide (known from WO 02/38542) of the formula
- (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide (known from WO 2004/016088) of the formula
- (6-45) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide (known from WO 2006/015865) of the formula
- (6-46) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide (known from WO 2006/015865) of the formula
- (6-47) N-[2-(1′-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide (known from WO 2006/015865) of the formula
- (6-48) N-[2-(1′-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide (known from WO 2006/015865) of the formula
- (6-49) N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinamide of the formula
- (6-50) N-(5-bromo-3-chloropyridin-2-yl)methyl-2,4-dichloronicotinamide of the formula
- (6-51) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (known from WO 2005/123690) of the formula
- (6-52) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (known from WO 2005/123689) of the formula
- (6-53) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(3,3-dimethyl-butyl)-phenyl]-amide of the formula
- (7-1) mancozeb (known from DE-A 12 34 704) having the IUPAC name manganese ethylenebis(dithiocarbamate) (polymeric) complex with zinc salt
- (7-2) maneb (known from U.S. Pat. No. 2,504,404) of the formula
- (7-3) metiram (known from DE-A 10 76 434) having the IUPAC name zinc ammoniate ethylenebis(dithiocarbamate)-poly(ethylenethiuram disulphide)
- (7-4) propineb (known from GB 935 981) of the formula
- (7-5) thiram (known from U.S. Pat. No. 1,972,961) of the formula
- (7-6) zineb (known from DE-A 10 81 446) of the formula
- (7-7) ziram (known from U.S. Pat. No. 2,588,428) of the formula
- (8-1) benalaxyl (known from DE-A 29 03 612) of the formula
- (8-2) furalaxyl (known from DE-A 25 13 732) of the formula
- (8-3) metalaxyl (known from DE-A 25 15 091732) of the formula
- (8-4) metalaxyl (known from WO 96/01559) of the formula
- (8-5) benalaxyl-M of the formula
- Group (9): Anilinopyrimidines Selected from
- (9-1) cyprodinil (known from EP-A 0 310 550) of the formula
- (9-2) mepanipyrim (known from EP-A 0 270 111) of the formula
- (9-3) pyrimethanil (known from DD 151 404) of the formula
- (10-1) 6-chloro-5-[(3,5-dimethylisoxazol-4-yl)sulphonyl]-2,2-difluoro-5H-[1,3]dioxolo[4,5-f]-benzimidazole (known from WO 97/06171) of the formula
- (10-2) benomyl (known from U.S. Pat. No. 3,631,176) of the formula
- (10-3) carbendazim (known from U.S. Pat. No. 3,010,968) of the formula
- (10-4) chlorfenazole of the formula
- (10-5) fuberidazole (known from DE-A 12 09 799) of the formula
- (10-6) thiabendazole (known from U.S. Pat. No. 3,206,468) of the formula
- (11-1) diethofencarb (known from EP-A 0 078 663) of the formula
- (11-2) propamocarb (known from U.S. Pat. No. 3,513,241) of the formula
- (11-3) propamocarb hydrochloride (known from U.S. Pat. No. 3,513,241) of the formula
- (11-4) propamocarb-fosetyl of the formula
- (12-1) captafol (known from U.S. Pat. No. 3,178,447) of the formula
- (12-2) captan (known from U.S. Pat. No. 2,553,770) of the formula
- (12-3) folpet (known from U.S. Pat. No. 2,553,770) of the formula
- (12-4) iprodione (known from DE-A 21 49 923) of the formula
- (12-5) procymidone (known from DE-A 20 12 656) of the formula
- (12-6) vinclozolin (known from DE-A 22 07 576) of the formula
- (13-1) dodine (known from GB 11 03 989) of the formula
- (13-2) guazatine (known from GB 14 155)
- (13-3) iminoctadine triacetate (known from EP-A 0 155 509) of the formula
- (13-4) iminoctadine tris(albesilate)
Group (14): Imidazoles Selected from - (14-1) cyazofamid (known from EP-A 0 298 196) of the formula
- (14-2) prochloraz (known from DE-A 24 29 523) of the formula
- (14-3) triazoxide (known from DE-A 28 02 488) of the formula
- (14-4) pefurazoate (known from EP-A 0 248 086) of the formula
- (15-1) aldimorph (known from DD 140 041) of the formula
- (15-2) tridemorph (known from GB 988 630) of the formula
- (15-3) dodemorph (known from DE-A 25 432 79) of the formula
- (15-4) fenpropimorph (known from DE-A 26 56 747) of the formula
- (15-5) dimethomorph (known from EP-A 0 219 756) of the formula
- (15-6) flumorph (known from EP-A 0 086 438) of the formula
- (16-1) fenpiclonil (known from EP-A 0 236 272) of the formula
- (16-2) fludioxonil (known from EP-A 0 206 999) of the formula
- (16-3) pyrrolnitrin (known from JP-A 65-25876) of the formula
- (17-1) fosetyl-Al (known from DE-A 24 56 627) of the formula
- (17-2) phosphonic acid (known chemical) of the formula
- (18-1) 2-(2,3-dihydro-1H-inden-5-yl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide of the formula
- (18-2) N-[2 (3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)-2-(5,6,7,8-tetrahydronaphthalen-2-yl)acetamide of the formula
- (18-3) 2-(4-chlorophenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide of the formula
- (18-4) 2 (4-bromophenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide of the formula
- (18-5) 2-(4-methylphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide of the formula
- (18-6) 2-(4-ethylphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide of the formula
- (19-1) acibenzolar-S-methyl (known from EP-A 0 313 512) of the formula
- (19-2) chlorothalonil (known from U.S. Pat. No. 3,290,353) of the formula
- (19-3) cymoxanil (known from DE-A 23 12 956) of the formula
- (19-4) edifenphos (known from DE-A 14 93 736) of the formula
- (19-5) famoxadone (known from EP-A 0 393 911) of the formula
- (19-6) fluazinam (known from EP-A 0 031 257) of the formula
- (19-7) copper oxychloride
- (19-8) copper hydroxide
- (19-9) oxadixyl (known from DE-A 30 30 026) of the formula
- (19-10) spiroxamine (known from DE-A 37 35 555) of the formula
- (19-11) dithianon (known from JP-A 44-29464) of the formula
- (19-12) metrafenone (known from EP-A 0 897 904) of the formula
- (19-13) fenamidone (known from EP-A 0 629 616) of the formula
- (19-14) 2,3-dibutyl-6-chlorothieno[2,3-d]pyrimidin-4(3H)-one (known from WO 99/14202) of the formula
- (19-15) probenazole (known from U.S. Pat. No. 3,629,428) of the formula
- (19-16) isoprothiolane (known from U.S. Pat. No. 3,856,814) of the formula
- (19-17) kasugamycin (known from GB 1 094 567) of the formula
- (19-18) phthalide (known from JP-A 57-55844) of the formula
- (19-19) ferimzone (known from EP-A 0 019 450) of the formula
- (19-20) tricyclazole (known from DE-A 22 50 077) of the formula
- (19-21) N-({4-[(cyclopropylamino)carbonyl]phenyl}sulphonyl)-2-methoxybenzamide of the formula
- (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide (known from WO 01/87822) of the formula
- (19-23) proquinazid (known from WO 09426722) of the formula
- (19-24) quinoxyfen (known from EP-A 0 326 330) of the formula
- (19-25) cyflufenamid (known from WO 96/19442) of the formula
- (19-26) pyribencarb (known from WO 1/10825) of the formula
- (19-27) 3-[5-(4-chlorophenyl)-2,3-dimethyl-3-isoxazolidinyl]pyridine (known from EP-A 1 035 122) of the formula
- (20-1) pencycuron (known from DE-A 27 32 257) of the formula
- (20-2) thiophanate-methyl (known from DE-A 18 06 123) of the formula
- (20-3) thiophanate-ethyl (known from DE-A 18 06 123) of the formula
- (21-1) fenoxanil (known from EP-A 0 262 393) of the formula
- (21-2) diclocymet (known from JP-A 7-206608) of the formula
- (22-1) 5-chloro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo-[1,5-a]pyrimidine-7-amine (known from U.S. Pat. No. 5,986,135) of the formula
- (22-2) 5-chloro-N-[(1R)-1,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine-7-amine (known from WO 02/38565) of the formula
- (22-3) 5-chloro-6-(2-chloro-6-fluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine (known from U.S. Pat. No. 5,593,996) of the formula
- (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine (known from DE-A 101 24 208) of the formula
- Group (23): Iodochromones Selected from
- (23-1) 2-butoxy-6-iodo-3-propylbenzopyran-4-one (known from WO 03/014103) of the formula
- (23-2) 2-ethoxy-6-iodo-3-propylbenzopyran-4-one (known from WO 03/014103) of the formula
- (23-3) 6-iodo-2-propoxy-3-propylbenzopyran-4-one (known from WO 03/014103) of the formula
- (23-4) 2-but-2-ynyloxy-6-iodo-3-propylbenzopyran-4-one (known from WO 03/014103) of the formula
- (23-5) 6-iodo-2-(1-methylbutoxy)-3-propylbenzopyran-4-one (known from WO 03/014103) of the formula
- (23-6) 2-but-3-enyloxy-6-iodobenzopyran-4-one (known from WO 03/014103) of the formula
- (23-7) 3-butyl-6-iodo-2-isopropoxybenzopyran-4-one (known from WO 03/014103) of the formula
- (1S,3R) 2,2-dichloro-N-[(1R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide of the formula
- (1R,3S)-2,2-dichloro-N-[(1R)-1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide of the formula
- (2-1) azoxystrobin, (2-2) fluoxastrobin, (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4-pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide, (2-4) trifloxystrobin, (2-5) (2E)-2-(methoxyimino)-N-methyl-2-(2-{[({(1E)-1-[3-trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanamide, (2-6) (2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy}imino)methyl]phenyl}ethanamide, (2-8) 5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, (2-11) picoxystrobin, (2-9) kresoxim-methyl, (2-10) dimoxystrobin, (2-12) pyraclostrobin, (2-13) metominostrobin, (3-3) propiconazole, (3-4) difenoconazole, (3-6) cyproconazole, (3-7) hexaconazole, (3-8) penconazole, (3-9) myclobutanil, (3-10) tetraconazole, (3-13) flusilazole, (3-15) prothioconazole, (3-16) fenbuconazole, (3-17) tebuconazole, (3-21) bitertanol, (3-22) triadimenol, (3-23) triadimefon, (3-12) epoxiconazole, (3-19) metconazole, (3-24) fluquinconazole, (4-1) dichlofluanid, (4-2) tolylfluanid, (5-1) iprovalicarb, (5-3) benthiavalicarb, (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-5) 3-(trifluormethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodbenzamide, (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoromethyl)benzamide, (6-18) boscalid, (6-19) furametpyr, (6-21) penthiopyrad, (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-23) N-(3′,4′-dichloro-5-fluor-1,1′-biphenyl-2-yl-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-24) 3-(difluoromethyl)-N-{3′-fluoro-4′-[(E)-(methoxyimino)methyl]-1,1′-biphenyl-2-yl}-1-methyl-1H-pyrazole-4-carboxamide, (6-25) 3-(trifluoromethyl)-N-{3′-fluor-4′-[(E)-(methoxyimino)methyl]-1,1′-biphenyl-2-yl}-1-methyl-1H-pyrazole-4-carboxamide, (6-26) N-(3′,4′-dichloro-1,1′-biphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-(difluoromethyl)-1,3-thiazole-5-carboxamide, (6-33) ethaboxam, (6-34) fenhexamid, (6-35) carpropamid, (6-36) 2-chloro-4-[(2-fluoro-2-methylpropanoyl)amino]-N,N-dimethylbenzamide, (6-37) cluopicolide, (6-38) zoxamide, (6-39) 3,4-dichloro-N-(2-cyanophenyl)isothiazole-5-carboxamide, (6-43) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide, (6-45) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-46) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, (6-47) N-[2-(1′-methylbicylopropyl-2-yl)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-48) N-[2-(1′-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, (6-49) N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinamide, (6-50) N-(5-bromo-3-chloropyridin-2-yl)methyl-2,4-dichloronicotinamide, (6-51) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-52) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(3,3-dimethyl-butyl)phenyl]-amide, (7-1) mancozeb, (7-2) maneb, (7-4) propineb, (7-5) thiram, (7-6) zineb, (8-1) benalaxyl, (8-2) furalaxyl, (8-3) metalaxyl, (8-4) metalaxyl-M, (8-5) benalaxyl-M, (9-1) cyprodinil, (9-2) mepanipyrim, (9-3) pyrimethanil, (10-1) 6-chloro-5-[(3,5-dimethylisoxazol-4-yl)sulphonyl]-2,2-difluoro-5H-[1,3]dioxolo[4,5-f]benzimidazole, (10-3) carbendazim, (11-1) diethofencarb, (11-2) propamocarb, (11-3) propamocarb hydrochloride, (11-4) propamocarb-fosetyl, (12-2) captan, (12-3) folpet, (12-4) iprodione, (12-5) procymidone, (13-1) dodine, (13-2) guazatine, (13-3) iminoctadine triacetate, (14-1) cyazofamid, (14-2) prochloraz, (14-3) triazoxide, (15-5) dimethomorph, (15-4) fenpropimorph, (16-2) fludioxonil, (17-1) fosetyl-Al, (17-2) phosphonic acid, (19-1) acibenzolar-5-methyl, (19-2) chlorothalonil, (19-3) cymoxanil, (19-5) famoxadone, (19-6) fluazinam, (19-9) oxadixyl, (19-10) spiroxamine, (19-7) copper oxychloride, (19-13) fenamidone, (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide, (20-1) pencycuron, (20-2) thiophanate-methyl, (22-1) 5-chloro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo-[1,5-a]pyrimidine-7-amine, (22-2) 5-chloro-N-[(1R)-1,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine, (23-1) 2-butoxy-6-iodo-3-propylbenzopyran-4-one, (23-2) 2-ethoxy-6-iodo-3-propylbenzopyran-4-one, (23-3) 6-iodo-2-propoxy-3-propylbenzopyran-4-one.
- (2-1) azoxystrobin, (2-2) fluoxastrobin, (2-4) trifloxystrobin, (2-6) (2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy}imino)methyl]phenyl}ethanamide, (2-8) 5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, (2-11) picoxystrobin, (2-9) kresoxim-methyl, (2-10) dimoxystrobin, (2-12) pyraclostrobin, (2-13) metominostrobin, (3-3) propiconazole, (3-4) difenoconazole, (3-6) cyproconazole, (3-7) hexaconazole, (3-8) penconazole, (3-9) myclobutanil, (3-10) tetraconazole, (3-13) flusilazole, (3-15) prothioconazole, (3-16) fenbuconazole, (3-17) tebuconazole, (3-21) bitertanol, (3-22) triadimenol, (3-23) triadimefon, (3-12) epoxiconazole, (3-19) metconazole, (3-24) fluquinconazole, (4-1) dichlofluanid, (4-2) tolylfluanid, (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide, (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoromethyl)benzamide, (6-18) boscalid, (6-19) furametpyr, (6-21) penthiopyrad, (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-26) N-(3′,4′-dichloro-1,1′-biphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-(difluoromethyl)-1,3-thiazole-5-carboxamide, (6-39) 3,4-dichloro-N-(2-cyanophenyl)isothiazole-5-carboxamide, (6-43) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-45) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-46) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, (6-47) N-[2-(1′-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-48) N-[2-(1′-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, (6-49) N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinamide, (6-50) N-(5-bromo-3-chloropyridin-2-yl)methyl-2,4-dichloronicotinamide, (6-51) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-52) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(3,3-dimethyl-butyl)-phenyl]-amide, (7-1) mancozeb, (7-2) maneb, (7-4) propineb, (7-5) thiram, (7-6) zineb, (9-1) cyprodinil, (9-2) mepanipyrim, (9-3) pyrimethanil, (10-3) carbendazim, (11-1) diethofencarb, (12-2) captan, (12-3) folpet, (12-4) iprodione, (12-5) procymidone, (13-1) dodine, (13-2) guazatine, (13-3) iminoctadine triacetate, (14-2) prochloraz, (15-4) fenpropimorph, (16-2) fludioxonil, (19-1) acibenzolar-S-methyl, (19-2) chlorothalonil, (19-3) cymoxanil, (19-6) fluazinam, (19-10) spiroxamine, (19-7) copper oxychloride, (20-2) thiophanate-methyl, (22-1) 5-chloro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, (22-2) 5-chloro-N-[(1R)-1,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine.
- (2-2) fluoxastrobin, (2-4) trifloxystrobin, (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4-pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide, (3-15) prothioconazole, (3-17) tebuconazole, (3-21) bitertanol, (3-22) triadimenol, (3-24) fluquinconazole, (4-1) dichlofluanid, (4-2) tolylfluanid, (5-1) iprovalicarb, (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide, (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoromethyl)benzamide, (6-18) boscalid, (6-21) penthiopyrad, (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl ethyl-1H-pyrazole-4-carboxamide, (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-(difluoromethyl)-1,3-thiazole-5-carboxamide, (6-34) fenhexamid, (6-35) carpropamid, (6-37) fluopicolide, (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluromethyl)benzamide, (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(3,3-dimethylbutyl)-phenyl]-amide, (7-4) propineb, (8-4) metalaxyl-M, (8-5) benalaxyl-M, (9-3) pyrimethanil, (10-3) carbendazim, (11-4) propamocarb-fosetyl, (12-4) iprodione, (14-2) prochloraz, (14-3) triazoxide, (16-2) fludioxonil, (19-10) spiroxamine, (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-prop-2-yn-1-yloxy)acetamide, (22-4) 5-chloro-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine.
- (2-2) fluoxastrobin, (2-4) trifloxystrobin, (3-15) prothioconazole, (3-17) tebuconazole, (3-21) bitertanol, (3-22) triadimenol, (3-24) fluquinconazole, (4-1) dichlofluanid, (4-2) tolylfluanid, (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide, (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoromethyl)benzamide, (6-18) boscalid, (6-21) penthiopyrad, (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-(difluoromethyl)-1,3-thiazole-5-carboxamide, (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(3,3-dimethyl-butyl)-phenyl]-amide, (7-4) propineb, (9-3) pyrimethanil, (10-3) carbendazim, (12-4) iprodione, (14-2) prochloraz, (16-2) fludioxonil, (19-10) spiroxamine, (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4 triazolo[1,5-a]pyrimidine.
TABLE 1 | ||
No. | Herbicide | Active compound of groups (2) to (23) |
1 | (1-1) glyphosate | (2-2) fluoxastrobin |
2 | (1-1) glyphosate | (2-4) trifloxystrobin |
3 | (1-1) glyphosate | (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4- |
pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide | ||
4 | (1-1) glyphosate | (3-15) pothioconazole |
5 | (1-1) glyphosate | (3-17) tebuconazole |
6 | (1-1) glyphosate | (3-21) bitertanol |
7 | (1-1) glyphosate | (3-22) triadimenol |
8 | (1-1) glyphosate | (3-24) fluquinconazole |
9 | (1-1) glyphosate | (4-1) dichlofluanid |
10 | (1-1) glyphosate | (4-2) tolylfluanid |
11 | (1-1) glyphosate | (5-1) iprovalicarb |
12 | (1-1) glyphosate | (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H- |
pyrazole-4-carboxamide | ||
13 | (1-1) glyphosate | (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]- |
1H-pyrazole-4-carboxamide | ||
14 | (1-1) glyphosate | (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide |
15 | (1-1) glyphosate | (6-15) N-[2-(1,3-dimethylbuty])phenyl]-2- |
(trifluoromethyl)benzamide | ||
16 | (1-1) glyphosate | (6-18) boscalid |
17 | (1-1) glyphosate | (6-21) penthiopyrad |
18 | (1-1) glyphosate | (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4- |
(trifluoromethyl)-1H-pyrrole-3-carboxamide | ||
19 | (1-1) glyphosate | (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3- |
(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide | ||
20 | (1-1) glyphosate | (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2- |
methyl-1,3-thiazole-5-carboxamide | ||
21 | (1-1) glyphosate | (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2- |
methyl-1,3-thiazole-5-carboxamide | ||
22 | (1-1) glyphosate | (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4- |
(difluoromethyl)-1,3-thiazole-5-carboxamide | ||
23 | (1-1) glyphosate | (6-34) fenhexamid |
24 | (1-1) glyphosate | (6-35) carpropamid |
25 | (1-1) glyphosate | (6-37) fluopicolide |
26 | (1-1) glyphosate | (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2- |
(trifluoromethyl)benzamide | ||
27 | (1-1) glyphosate | (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid |
[2-(3,3-dimethyl-butyl)-phenyl]-amide | ||
28 | (1-1) glyphosate | (7-4) propineb |
29 | (1-1) glyphosate | (8-4) metalaxyl-M |
30 | (1-1) glyphosate | (8-5) benalaxyl-M |
31 | (1-1) glyphosate | (9-3) pyrimethanil |
32 | (1-1) glyphosate | (10-3) carbendazim |
33 | (1-1) glyphosate | (11-4) propamocarb-fosetyl |
34 | (1-1) glyphosate | (12-4) iprodione |
35 | (1-1) glyphosate | (14-2) prochloraz |
36 | (1-1) glyphosate | (14-3) triazoxide |
37 | (1-1) glyphosate | (16-2) fludioxonil |
38 | (1-1) glyphosate | (19-10) spiroxamine |
39 | (1-1) glyphosate | (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1- |
yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide | ||
40 | (1-1) glyphosate | (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1- |
yl)[1,2,4]triazolo[1,5-a]pyrimidine | ||
41 | (1-2) glufosinate | (2-2) fluoxastrobin |
42 | (1-2) glufosinate | (2-4) trifloxystrobin |
43 | (1-2) glufosinate | (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4- |
pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethamide | ||
44 | (1-2) glufosinate | (3-15) prothioconazole |
45 | (1-2) glufosinate | (3-17) tebuconazole |
46 | (1-2) glufosinate | (3-21) bitertanol |
47 | (1-2) glufosinate | (3-22) triadimenol |
48 | (1-2) glufosinate | (3-24) fluquinconazole |
49 | (1-2) glufosinate | (4-1) dichlofluanid |
50 | (1-2) glufosinate | (4-2) tolylfluanid |
51 | (1-2) glufosinate | (5-1) iprovalicarb |
52 | (1-2) glufosinate | (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H- |
pyrazole-4-carboxamide | ||
53 | (1-2) glufosinate | (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]- |
1H-pyrazole-4-carboxamide | ||
54 | (1-2) glufosinate | (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide |
55 | (1-2) glufosinate | (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2- |
(trifluromethyl)benzamide | ||
56 | (1-2) glufosinate | (6-18) boscalid |
57 | (1-2) glufosinate | (6-21) penthiopyrad |
58 | (1-2) glufosinate | (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4- |
(trifluoromethyl)-1H-pyrrole-3-carboxamide | ||
59 | (1-2) glufosinate | (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3- |
(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide | ||
60 | (1-2) glufosinate | (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2- |
methyl-1,3-thiazole-5-carboxamide | ||
61 | (1-2) glufosinate | (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2- |
methyl-1,3-thiazole-5-carboxamide | ||
62 | (1-2) glufosinate | (6-32) N-(4′-chloro-3′-fluoro-1,l′-biphenyl-2-yl)-2-methyl-4- |
(difluoromethyl)-1,3-thiazole-5-carboxamide | ||
63 | (1-2) glufosinate | (6-34) fenhexamid |
64 | (1-2) glufosinate | (6-35) carpropamid |
65 | (1-2) glufosinate | (6-37) fluopicolide |
66 | (1-2) glufosinate | (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2- |
(trifluoromethyl)benzamide | ||
67 | (1-2) glufosinate | (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid |
[2-(3,3-dimethyl-butyl)-phenyl]-amide | ||
68 | (1-2) glufosinate | (7-4) propineb |
69 | (1-2) glufosinate | (8-4) metalaxyl-M |
70 | (1-2) glufosinate | (8-5) benalaxyl-M |
71 | (1-2) glufosinate | (9-3) pyrimethanil |
72 | (1-2) glufosinate | (10-3) carbendazim |
73 | (1-2) glufosinate | (11-4) propamocarb-fosetyl |
74 | (1-2) glufosinate | (12-4) iprodione |
75 | (1-2) glufosinate | (14-2) prochloraz |
76 | (1-2) glufosinate | (14-3) triazoxide |
77 | (1-2) glufosinate | (16-2) fludioxonil |
78 | (1-2) glufosinate | (19-10) spiroxamine |
79 | (1-2) glufosinate | (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1- |
yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide | ||
80 | (1-2) glufosinate | (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1- |
yl)[1,2,4]triazolo[1,5-a]pyrimidine | ||
81 | (1-3) glufosinate-ammonium | (2-2) fluoxastrobin |
82 | (1-3) glufosinate-ammonium | (2-4) trifloxystrobin |
83 | (1-3) glufosinate-ammonium | (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4- |
pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide | ||
84 | (1-3) glufosinate-ammonium | (3-15) prothioconazole |
85 | (1-3) glufosinate-ammonium | (3-17) tebuconazole |
86 | (1-3) glufosinate-ammonium | (3-21) bitertanol |
87 | (1-3) glufosinate-ammonium | (3-22) triadimenol |
88 | (1-3) glufosinate-ammonium | (3-24) fluquinconazole |
89 | (1-3) glufosinate-ammonium | (4-1) dichlofluanid |
90 | (1-3) glufosinate-ammonium | (4-2) tolyfluanid |
91 | (1-3) glufosinate-ammonium | (5-1) iprovalicarb |
92 | (1-3) glufosinate-ammonium | (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H- |
pyrazole-4-carboxamide | ||
93 | (1-3) glufosinate-ammonium | (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]- |
1H-pyrazole-4-carboxamide | ||
94 | (1-3) glufosinate-ammonium | (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide |
95 | (1-3) glufosinate-ammonium | (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoro- |
methyl)benzamide | ||
96 | (1-3) glufosinate-ammonium | (6-18) boscalid |
97 | (1-3) glufosinate-ammonium | (6-21) penthiopyrad |
98 | (1-3) glufosinate-ammonium | (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4- |
(trifluoromethyl)-1H-pyrro1e-3-carboxamide | ||
99 | (1-3) glufosinate-ammonium | (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3- |
(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide | ||
100 | (1-3) glufosinate-ammonium | (6-29) N-(4′-bromo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2- |
methyl-1,3-thiazole-5-carboxamide | ||
101 | (1-3) glufosinate-ammonium | (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2- |
methyl-1,3-thiazole-5-carboxamide | ||
102 | (1-3) glufosinate-ammonium | (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4- |
(difluoromethyl)-1,3-thiazole-5-carboxamide | ||
103 | (1-3) glufosinate-ammonium | (6-34) fenhexamid |
104 | (1-3) glufosinate-ammonium | (6-35) carpropamid |
105 | (1-3) glufosinate-ammonium | (6-37) fluopicolide |
106 | (1-3) glufosinate-ammonium | (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2- |
(trifluoromethyl)benzamide | ||
107 | (1-3) glufosinate-ammonium | (6-53) 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid |
[2-(3,3-dimethyl-butyl)-phenyl]-amide | ||
108 | (1-3) glufosinate-ammonium | (7-4) propineb |
109 | (1-3) glufosinate-ammonium | (8-4) metalaxyl-M |
110 | (1-3) glufosinate-ammonium | (8-5) menalaxyl-M |
111 | (1-3) glufosinate-ammonium | (9-3) pyrimethanil |
112 | (1-3) glufosinate-ammonium | (10-3) carbendazim |
113 | (1-3) glufosinate-ammonium | (11-4) propamocarb-fosetyl |
114 | (1-3) glufosinate-ammonium | (12-4) iprodione |
115 | (1-3) glufosinate-ammonium | (14-2) prochloraz |
116 | (1-3) glufosinate-ammonium | (14-3) triazoxide |
117 | (1-3) glufosinate-ammonium | (16-2) fludioxonil |
118 | (1-3) glufosinate-ammonium | (19-10) spiroxamine |
119 | (1-3) glufosinate-ammonium | (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1- |
yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide | ||
120 | (1-3) glufosinate-ammonium | (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1- |
yl)[1,2,4-triazolo[1,5-a]pyrimidine | ||
- (2-1) azoxystrobin, (2-2) fluoxastrobin, (2-3) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoro-4-pyrimidinyl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide, (2-4) trifloxystrobin, (2-5) (2E)-2-(methoxyimino)-N-methyl-2-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)ethanamide, (2-6) (2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy}imino)methyl]phenyl}ethanamide, (2-7) orysastrobin, (2-8) 5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethylidene}amino)oxy]methyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, (2-9) kresoxim-methyl, (2-10) dimoxystrobin, (2-11) picoxystrobin, (2-12) pyraclostrobin, (2-13) metominostrobin, (2-14) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (2-15) enestroburin, (3-1) azaconazole, (3-2) etaconazole, (3-3) propiconazole, (3-4) difenoconazole, (3-5) bromuconazole, (3-6) cyproconazole, (3-7) hexaconazole, (3-8) penconazole, (3-9) myclobutanil, (3-10) tetraconazole, (3-11) flutriafol, (3-12) epoxiconazole, (3-13) flusilazole, (3-14) simeconazole, (3-15) prothioconazole, (3-16) fenbuconazole, (3-17) tebuconazole, (3-18) ipconazole, (3-19) metconazole, (3-20) triticonazole, (3-21) bitertanol, (3-22) triadimenol, (3-23) triadimefon, (3-24) fluquinconazole, (3-25) quinconazole, (3-26) amisuibrom, (4-1) dichlofluanid, (4-2) tolylfluanid, (4-3) N-(4-chloro-2-nitrophenyl)N-ethyl-4-methylbenzene sulphonamide, (5-1) iprovalicarb, (5-2) N1-[2-(4-{[3-(4-chlorophenyl)-2-propynyl]oxy}-3-methoxyphenyl)ethyl]-N2-(methylsulphonyl)-D-valinamide, (5-3) benthiavalicarb, (6-1) N-[2-(1,3-dimethylbutyl)phenyl]-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-2) N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-3) N-[2-(1,3-dimethylbutyl)phenyl]-5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-4) 3-(difluoromethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-1H-pyrazole-4-carboxamide, (6-5) 3-(trifluoromethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (6-6) 3-(trifluoromethyl)-N-[2-(1,3-dimethylbutyl)phenyl]-5-chloro-1-methyl-1H-pyrazole-4-carboxamide, (6-7) 1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-8) 5-fluoro-1,3-dimethyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-9) 3-(difluoromethyl)-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-10) 3-(trifluoromethyl)-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-11) 3-(trifluoromethyl)-5-fluoro-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-12) 3-(trifluoromethyl)-5-chloro-1-methyl-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide, (6-13) N-[2-(1,3-dimethylbutyl)phenyl]-2-iodobenzamide, (6-14) 2-iodo-N-[2-(1,3,3-trimethylbutyl)phenyl]benzamide, (6-15) N-[2-(1,3-dimethylbutyl)phenyl]-2-(trifluoromethyl)benzamide, (6-16) 2-(trifluoromethyl)-N-[2-(1,3,3-trimethylbutyl)phenyl]benzamide, (6-17) 2-chloro-N-(1,1,3-trimethylindan-4-yl)nicotinamide, (6-18) boscalid, (6-19) furametpyr, (6-20) N-3-p-tolythiophen-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-21) penthiopyrad, (6-22) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-23) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-24) 3-(difluoromethyl)-N-{3′-fluoro-4′-[(E-(methoxyimino)methyl]-1,1′-biphenyl-2-yl}-1-methyl-1H-pyrazole-4-carboxamide, (6-25) 3-(trifluoromethyl)-N-{3′-fluoro-4′-[(E)-(methoxyimino)methyl]-1,1′-biphenyl-2-yl}-1-methyl-1H-pyrazole-4-carboxamide, (6-26) N-(3′,4′-dichloro-1,1′-biphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (6-27) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-trifluoromethyl)-1,3-thiazole-5-carboxamide, (6-28) N-(4′-chloro-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-29) N-(4′-bromo)-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-30) 4-(difluoromethyl)-2-methyl-N-[4′(trifluoromethyl)-1,1′-biphenyl-2-yl]-1,3-thiazole-5-carboxamide, (6-31) N-(4′-iodo-1,1′-biphenyl-2-yl)-4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxamide, (6-32) N-(4′-chloro-3′-fluoro-1,1′-biphenyl-2-yl)-2-methyl-4-(difluoromethyl)-1,3-thiazole-5-carboxamide, (6-33) ethaboxam, (6-34) fenhexamid, (6-35) carpropamid, (6-36) 2-chloro-4 (2-fluoro-2-methylpropionylamino)-N,N-dimethylbenzamide, (6-37) fluopicolide, (6-38) zoxamide, (6-39) 3,4-dichloro-N-(2-cyanophenyl)isothiazole-5-arboxamide, (6-40) carboxin, (6-41) tiadinil, (6-42) silthiofam, (6-43) N-[2-(1,3-dimethylbutyl)phenyl]-1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxamide, (6-44) N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide, (6-45) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-46) N-(2-bicyclopropyl-2-yl-phenyl)-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, (6-47) N-[2-(1′-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, (6-48) N-[2-(1-methylbicyclopropyl-2-yl)phenyl]-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, (6-49) N-[1-(5-brom)-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinamide, (6-50) N-(5-brom)-3-chloropyridin-2-yl)methyl-2,4-dichloronicotinamide, (6-51) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-52) N-(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (6-53) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(3,3-dimethyl-butyl)-phenyl]-amide, (7-1) mancozeb, (7-2) maneb, (7-3) metiram, (7-4) propineb, (7-5) thiram, (7-6) zineb, (7-7) ziram, (8-1) benalaxyl, (8-2) furalaxyl, (8-3) metalaxyl, (8-4) metalaxyl-m, (8-5) benalaxyl-m, (9-1) cyprodinil, (9-2) mepanipyrim, (9-3) pyrimethanil, (10-1) 6-chloro-5-[(3,5-dimethylisoxazol-4-yl)sulphonyl]-2,2-difluoro-5H-[1,3]-dioxolo[4,5-f]benzimidazole, (10-2) benomyl, (10-3) carbendazim, (10-4) chlorofenazole, (10-5) fuberidazole, (10-6) thiabendazole, (11-1) diethofencarb, (11-2) propamocarb, (11-3) propamocarb hydrochloride, (11-4) propamocarb-fosetyl, (12-1) captafol, (12-2) captan, (12-3) folpet, (12-4) iprodione, (12-5) procymidone, (12-6) vinclozolin, (13-1) dodine, (13-2) guazatine, (13-3) iminoctadine triacetate, (13-4) iminoctadine tris(albesilate), (14-1) cyazofamid, (14-2) prochloraz, (14-3) triazoxide, (14-4) pefurazoate, (15-1) aldimorph, (15-2) tridemorph, (15-3) dodemorph, (15-4) fenpropimorph, (15-5) dimethomorph, (15-6) flumorph, (16-1) fenpiclonil, (16-2) fludioxonil, (16-3) pyrrolnitrin, (17-1) fosetyl-Al, (17-2) phosphonic acid, (18-1) 2-(2,3-hydro-1H-inden-5-yl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide, (18-2) N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)-2-(5,6,7,8-tetrahydronaphthalen-2-yl)acetamide, (18-3) 2-(4-chlorophenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide, (18-4) 2-(4-bromophenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide, (18-5) 2-(4-methylphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide, (18-6) 2-(4-ethylphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(methoxyimino)acetamide, (19-1) acibenzolar-5-methyl, (19-2) chlorothalonil, (19-3) cymoxanil, (19-4) edifenphos, (19-5) famoxadone, (19-6) fluazinam, (19-7) copper oxychloride, (19-8) copper hydroxide, (19-9) oxadixyl, (19-10) spiroxamine, (19-11) dithianon, (19-12) metrafenone, (19-13) fenamidone, (19-14) 2,3-dibutyl-6-chlorothieno[2,3-d]pyrimidine-4(3H)-one, (19-15) probenazole, (19-16) isoprothiolane, (19-17) kasugamycin, (19-18) phthalide, (19-19) ferimzone, (19-20) tricyclazole, (19-21) N-({4-[(cyclopropylamino)carbonyl]phenyl}sulphonyl)-2-methoxybenzamide, (19-22) 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide, (19-23) proquinazid, (19-24) quinoxyfen, (19-25) cyflufenamid, (19-26) pyribencarb, (19-27) 3-[5-(4-chlorophenyl)-2,3-dimethyl-3-isoxazolidinyl]pyridine, (20-1) pencycuron, (20-2) thiophanate-methyl, (20-3) thiophanate-ethyl, (21-1) fenoxanil, (21-2) diclocymet, (22-1) 5-chloro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, (22-2) 5-chloro-N-[(1R)-1,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, (22-3) 5-chloro-6-(2-chloro-6-fluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine, (22-4) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine, (23-1) 2-butoxy-6-iodo-3-propylbenzopyran-4-one, (23-2) 2-ethoxy-6-iodo-3-propylbenzopyran-4-one, (23-3) 6-iodo-2-propoxy-3-propylbenzopyran-4-one, (23-4) 2-but-2-ynyloxy-6-iodo-3-propylbenzopyran-4-one, (23-5) 6-iodo-2-(1-methylbutoxy)-3-propylbenzopyran-4-one, (23-6) 2-but-3-enyloxy-6-iodobenzopyran-4-one, (23-7) 3-butyl-6-iodo-2-isopropoxybenzopyran-4-one.
TABLE 2 |
Mixing ratios |
Preferred mixing | Particularly preferred | |
Mixing partner | ratio | mixing ratio |
Group (2): | strobilurins | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (3): | triazoles | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (4): | sulphenamides/sulphonamides | 1:100 to 1:0.01 | 1:10 to 1:0.1 |
Group (5): | valinamides | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (6): | carboxamides | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (7): | dithiocarbamates | 1:100 to 1:0.01 | 1:25 to 1:0.2 |
Group (8): | acylalanines | 1:100 to 1:0.01 | 1:12 to 1:0.02 |
Group (9): | anilinopyrimidines | 1:100 to 1:0.01 | 1:10 to 1:0.05 |
Group (10): | benzimidazoles | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (11): | carbamates excluding (11-1) | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(11-1): | diethofencarb | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (12): | (12-1)/(12-2)/(12-3) | 1:100 to 1:0.01 | 1:25 to 1:0.2 |
Group (12): | (12-4)/(12-5)/(12-6) | 1:100 to 1:0.01 | 1:10 to 1:0.05 |
Group (13): | guanidines | 1:100 to 1:0.01 | 1:10 to 1:0.01 |
Group (14): | imidazoles | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (15): | morpholines | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (16): | pyrroles | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (17): | phosphonates | 1:100 to 1:0.01 | 1:25 to 1:0.2 |
Group (18): | phenylethanamides | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-1): | acibenzolar-s-methyl | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-2): | chlorothalonil | 1:100 to 1:0.01 | 1:25 to 1:0.2 |
(19-3): | cymoxanil | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-4): | edifenphos | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-5): | famoxadone | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-6): | fluazinam | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-7): | copper oxychloride | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-8): | copper hydroxide | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-9): | oxadixyl | 1:100 to 1:0.01 | 1:12 to 1:0.02 |
(19-10): | spiroxamine | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-11) | dithianon | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-12) | metrafenone | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-13) | fenamidone | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-14): | 2,3-dibutyl-6-chlorothieno[2,3-d]- | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
pyrimidin-4(3H)-one | |||
(19-15): | probenazole | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-16): | isoprothiolane | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-17): | kasugamycin | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-18): | phthalide | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-19): | ferimzone | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-20): | tricyclazole | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-21): | N-({4-[(cyclopropylamino)- | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
carbonyl]phenyl}sulphonyl)-2- | |||
methoxybenzamide | |||
(19-22): | 2-(4-chlorophenyl)-N-{2-[3- | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
methoxy-4-(prop-2-yn-1-yloxy) | |||
phenyl]ethyl}-2-(prop-2-yn-1- | |||
yloxy)acetamide | |||
(19-23): | proquinazid | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-24): | quinoxyfen | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
(19-25) | cyflufenamid | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-26) | pyribencarb | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
(19-27) | 3-[5-(4-chlorophenyl)-2,3- | 1:100 to 1:0.01 | 1:100 to 1:0.2 |
dimethyl-3-isoxazolidinyl] | |||
pyridine | |||
Group (20): | (thio)urea derivatives | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (21): | amides | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (22): | triazolopyrimidines | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
Group (23): | iodochromones | 1:100 to 1:0.01 | 1:5 to 1:0.01 |
- X is the efficacy when employing active compound A at an application rate of m g/ha,
- Y is the efficacy when employing active compound B at an application rate of n g/ha,
- E is the efficacy when employing active compounds A and B at application rates of m and n g/ha
then
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvents: | 24.5 | parts by weight of acetone | ||
24.5 | parts by weight of dimethylacetamide | |||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvents: | 24.5 | parts by weight of acetone | ||
24.5 | parts by weight of dimethylacetamide | |||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
TABLE G |
Phakopsora test (soya beans) |
Application rate of | Efficacy in % |
Active compounds | active compound in ppm | found* | calc.** |
(1-1) glyphosate | 0.5 | 0 | |
5 | 0 | ||
(3-17) tebuconazole | 0.5 | 50 | |
(1-1) + (3-17) (1:1) | 0.5 + 0.5 | 96 | 50 |
(1-1) + (3-17) (10:1) | 5 + 0.5 | 99 | 50 |
(1-2) glufosinate | 0.5 | 0 | |
5 | 0 | ||
(3-17) tebuconazole | 0.5 | 60 | |
(1-2) + (3-17) (1:1) | 0.5 + 0.5 | 94 | 60 |
(1-2) + (3-17) (10:1) | 5 + 0.5 | 95 | 60 |
*found = activity found | |||
**calc. = activity calculated using Colby′s formula |
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvents: | 24.5 | parts by weight of acetone |
24.5 | parts by weight of dimethylacetamide | |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide |
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether |
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Solvent: | 50 | parts by weight of N,N-dimethylacetamide | ||
Emulsifier: | 1 | part by weight of alkylaryl polyglycol ether | ||
Claims (17)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US14/229,174 US9414600B2 (en) | 2005-06-09 | 2014-03-28 | Active compound combinations |
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102005026482.4 | 2005-06-09 | ||
DE102005026483.2 | 2005-06-09 | ||
DE102005026483 | 2005-06-09 | ||
DE200510026482 DE102005026482A1 (en) | 2005-06-09 | 2005-06-09 | Active substance combination, useful e.g. for combating unwanted phytopathogenic fungus, comprises herbicides e.g. glyphosate and active substances e.g. strobilurin, triazoles, valinamide and carboxamide |
DE102005026482 | 2005-06-09 | ||
DE200510026483 DE102005026483A1 (en) | 2005-06-09 | 2005-06-09 | Active substance combination, useful e.g. for combating unwanted phytopathogenic fungus, comprises herbicides e.g. glyphosate and active substances e.g. strobilurin, triazoles, sulfenamide and carboxamide |
PCT/EP2006/005094 WO2006131230A2 (en) | 2005-06-09 | 2006-05-27 | Active substance combinations |
US11/921,667 US8754009B2 (en) | 2005-06-09 | 2006-05-27 | Active compound combinations |
US14/229,174 US9414600B2 (en) | 2005-06-09 | 2014-03-28 | Active compound combinations |
Related Parent Applications (2)
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